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There's an element of risk of being an entrepreneur, there's an element of going into the unknown and also there's the element like self-reliance.
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They're sort of on the outside or they don't really fit in.
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It's great, just embrace that, like you, don't have to fit the rules there's a whole generation of people who were given iPhones, given tablets, given technology to figure this out, and there's another older generation that were given the technology and they were told that the only way you could work it out is by being taught.
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I think an early stage founder with a freelancer could be a match made in heaven, show me the Figma, show me the GitHub.
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If you show me those two things and you can talk and walk me through it, I'm all set.
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Let's start working together.
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Hey Andy, how are you doing?
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How are you doing?
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I'm doing good, sorry, I'm a few minutes late.
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I was having a few weird problems with my camera, but I think it's all sorted now.
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I can see you, you can see me.
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Hopefully it will be recording.
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I can see something's uploading, so that's a good start.
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So yeah, I'm doing well thanks.
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Amazing.
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Well, thanks for taking the time and for coming on.
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I'm excited you're here here.
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Um, I think, uh, from a design perspective also, I've been, I've talked to a lot of founders recently and and, um, but, uh, but we haven't had I haven't had a lot of good design chats.
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So I'm excited to to dive into that as well brilliant.
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Well, yeah, I'm, I'm.
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You know this is stuff I love.
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You know I've been doing this stuff for 20, 30 years.
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I love bringing kind of founders and designers together and obviously in the pursuit of brilliant products and product market fit.
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And so if I can inspire a few of your listeners to go and lean into the design world a little bit more than, yeah, my job's done.
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Oh, my gosh and design is close to my heart.
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I was at Fjord for a while.
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I've been in the agency world for a while, but also but Fjord was one of those pivotal moments where it was sort of like, you know, it's less about pretty comps and more sort of like why do you need this?
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Does the user need this, you know, and just like really getting steeped in CX, and I just love that.
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That.
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It's almost like taking, trying to take a client from what are your priorities and what are your budgets and what are your goals, and going all the way out and then starting from the outside and being like what does john or sue need?
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And then let's work backwards, which I love I'm very familiar with the field story.
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I knew them when they were like a 20 30 person team before the sale and the scale and all that kind of stuff.
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So, um, I have a, I have a good feeling that we're probably on a, on a similar wavelength there.
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So so I I mean your hands.
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So yeah, let's do it, I think.
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I think I'd love to almost start like um, yeah really quickly.
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One last thing.
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Um, one thing I've realized is for some reason I've got camo camera on, which I don't normally use, but it's throwing a little kind of icon in the bottom of the screen, which is not great.
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Do you want me to try and like?
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I don't, I don't see it.
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Let me let me see if I can.
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Uh, let me see if I can tell if you oh, I see that, I see that um, I mean your call, I mean either way, um, it's, it's fine let me just see if I can switch to a different camera and see if that fucks things up, so it'll be the same camera.
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It's just not going through software.
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So before we start, yeah let me just switch over, see if this does the trick.
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It's not liking switching cameras, so we just have to deal with the watermark all good, all good, um, amazing.
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Well, I think, you know, I'm what I'm really interested in is going back prior to, from zero to um perspective.
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Uh, you know, when I started my company, I had this idea that, you know, I like the idea of, of zero to one, and I love, I love the book and the philosophy.
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What's interesting is when you, I feel like when you start on this journey, one is, you know, at a small scale or a large scale, what is?
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What does it feel like when you sort of hit these levels?
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And are you there yet?
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Have you achieved it, you know, or does it sort of keep the ball moving?
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Have you achieved it, you know, or does it sort of keep the ball moving?
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And so I think, as we sort of before we dive into sort of your entrepreneurial history and as a founder and as a design leader, and then into the world of investing in VC and coaching prior to that, like whether it be at university or did you sort of you know what was your upbringing and family and environment or personality that you think sort of might have led you towards becoming a founder or the entrepreneurial journey?
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Happy to give that a go.
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So, yeah, happy to dive in.
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So yeah, I assume, with the way chatting now, this isn't the podcast, so I'll let you kind of no, no, no, this is it, this is it.
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Yeah, I love just diving into the like, just having a conversation back and forth, and I less like the sort of.
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The second question that I have for you is you know?
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So yeah, let's just chat.
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And I.
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So I don't know how relevant this is, but when I was sort of young I was sort of diagnosed with dyslexia, you know, and it turns out in later life a lot of kids that had dyslexia are sort of drawn into entrepreneurship.
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So what dyslexia tends to be is people that have dyslexia tend to be pretty smart.
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They tend to be really good at science, they tend to be really good at maths.
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They tend to struggle a little bit with the written word and language, and so what often happens is they are kind of they're poorly served at school A lot of the time teachers don't have time for them.
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Often teachers think they're stupid when they're not.
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I think a lot of kids like this sometimes have a little bit of attention problems because their brain is, like you know, six months or a year ahead of class, and so you know a lot of time I'll be sitting there just kind of bored because I've done the work I've done.
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You know I knew what was going on and you know maybe a little bit of a difficult kid to handle, and so a lot of kids like this kind of get left behind and so they find that academia isn't really their route, but entrepreneurship is.
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One of the classic examples is richard branson.
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Like you know, a lot of people have different views of richard branson, but he was somebody who was incredibly smart, incredibly driven.
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Academia failed him but that threw him into a kind of an independent um desire to be an entrepreneur.
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And so I think that's probably partly where, where it comes from a sense of I don't necessarily trust in the school to look after me, so I need to kind of make my own way, I need to kind of figure something out myself.
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Now, luckily, I was pretty academic.
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I went and did engineering at university.
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Um, I was, you know.
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My interest in computer stemmed from being a kid, you know I.
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You know, in the uk we had this sort of um program called the bbc micro, which were one of the first computers around.
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They put it into schools all around the country to encourage people to program because for some reason back in the sort of the 80s people realized that computers would be the future and program would be a good thing.
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So while all of my friends were running around outside playing football, I was inside with a couple of my other nerdy friends making a little kind of drawing turtle move around on a bit of paper.
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You know I was also playing dungeons and dragons.
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You know, basically I was a sort of the archetypical, um kind of stranger things kind of you know kind of group of of kids.
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Um I got a spectrum.
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A spectrum was one of the first, um kind of home computers in the us.
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You had commodores and various other things um and amigas.
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I had a little kind of spectrum rubber keyboard and I would, you know, type out games that were in magazines.
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This is showing how old I am.
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I'd buy a spectrum magazine.
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There'd be a little game.
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I'd type it out.
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I'd get, you know, semicolon in the wrong place and it would all break.
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And but that was how I got into into into computers.
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I didn't know what I wanted to do for a career, so I went off traveling.
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I discovered the internet while I was away I met.
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I met this guy in a hostel in Singapore and he seemed like he had a bunch of money and I was like, how do you travel?
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And he was like, well, I do this thing called HTML.
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It's really easy, any of you could do it.
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I work in London for six months and I travel for six months.
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I want some of that.
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And so I came back to the UK.
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I bought a little 486 computer.
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I would sit in my local kind of borders coffee shop and read all the books for free and basically somehow managed to kind of start doing design work and I did one project, two project, five projects.
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I had a little bit of time in an agency and then I decided to kind of set out on my own.
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So I founded what was arguably the first UX agency in the UK called ClearLeft.
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I ran that for 15 years.
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We were really well known.
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We ran conferences all over the world.
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I spoke at conferences all over the world.
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I got to meet Marty, who was one of your previous guests at South by Southwest.
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Through this I've met several of your other guests through my travel and my speaking and I just love it.
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I love building, love building something for nothing.
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I love there's an element of risk of being an entrepreneur.
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There's an element of going into the unknown and also there's the element, like I sort of said before, of like self-reliance, like you're not putting all your eggs in somebody else's market basket.
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You either succeed or fail, and you succeed or fail kind of on your your own terms and and so I like that about it.
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Um, like weirdly, a lot of my hobbies are in that space as well.
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Like I two of my hobbies I'm a cave diver and I'm a pilot, both of those.
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Both of those hobbies are kind of like they're risky hobbies but they're not risky if you are in control, like if you're, if you're managing the risks, you know if something goes wrong in a cockpit, you're the one that's got to sort it out.
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If something goes wrong in a cave underground, you're the one that's got to sort it out.
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If something goes wrong in a cave underground, you've got to sort it out.
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And so you have to have real confidence in your own problem solving ability.
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You're not just throwing up your hands and saying I can't deal with this, it's somebody else's problem.
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And so there's just something about my character, my nature, that really really draws me to sort of that entrepreneurship journey For the purpose of your audiences.
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I don't do that anymore.
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But what I do now like I've run a few startups and I've run my agency, but now I work in the VC space helping other entrepreneurs, and I love that now being able to kind of pay it forward and help all these amazing, young, enthusiastic kind of founders, benefit from my experience and help them, you know, on their journey.
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And through doing that you know, if I'm just an entrepreneur, I can start one, two, three businesses, but now I can have a thumb prints on 10, 20, 30, 40 businesses, and so I love it.
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That's amazing.
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There's a couple of things that I'd love to unpack.
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One I can I can very much relate with the uh as a neurodivergent ADHD, like I had the exact same path.
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I'm sitting in Spanish class as a freshman and I'm just like I don't want to repeat these words back to you I wish I was home messing with my computer and like taking it apart and like learning how it works and breaking it and getting a new one.
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And you know and I think there's something to that like it's also nice to be able to share with others that if they feel like they're sort of on the outside or they don't really fit into sort of like the normal paths of things, it's great, just embrace that, like you don't have to sort of like fit the rules, um, and and I think that also does stem I'm very similar in that way too that it does stem, I think, from this, like the um, there's a a need to continue learning and trying new things, and I think that you know that for me was I never really worked at a corporate job more than about two years because I'd be like OK, I did that, I got it, I understand it.
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What are we doing next?
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You know, and so I just had to keep going.
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I mean, this is one of the things I know about myself is like I.
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I have some of my friends that get into a thing and they go deep and deep and deep and they're fascinated by it.
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For me, I love playing at the surface, like I I I love learning a new thing.
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Once I've stopped learning the new thing, I want to move on to the next thing.
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Like at the moment I'm learning drums.
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I don't know why I've never had a musical bone in my body but just thought, wouldn't it be cool to learn the drums?
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I don't imagine I'll ever be an amazing drummer.
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I imagine in a year or two's time I'll stop and find something else.
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But it's that, you know, and this is also stems from my love of travel.
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I love going to new places, I love exploring new things.
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It's this kind of curiosity and I think as a founder, you have to have curiosity and you have to have comfort in going to places that are uncomfortable.
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And actually I think to some extent the skills of being a really good early-stage founder aren't necessarily the skills of being a great later-stage founder, because actually a lot of those founders get really bored quickly.
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They crave novelty and the first three, four, five years of your startup journey I know my journey was novelty.
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The next five years is kind of processes and it's kind of optimizing and it's kind of often doing the same thing over and over again, and so I meet a lot of founders that really struggle with the second half of their career because it's now it's being grown up.
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It's like having a proper job and you're dealing with.
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you know and they want to get coming here to like a career.
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Ceo is is very different than like what are we doing tomorrow?
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I don't know.
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Let's figure it out this is one of the things I've.
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You know, I've got a lot of people in my network who are great at starting things and I've got a lot of people on my network are great at taking things that I've already started and optimizing.
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And I think the perfect scalable kind of unicorn kind of entrepreneur has to weirdly somewhere sit in the middle and that's a real unique thing.
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You have to love the scaling things and getting things off the ground, but you also have to love then building a community around this, this idea of, like pioneers, settlers and town planners.
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Most people are either a pioneer, a settler or a town planner.
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The great thing about the successful unicorn entrepreneur is they go through all of those phases and they're comfortable in each of those phases or they get comfortable quick enough, Right.
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So, yeah, there's this idea that I've always been fascinated with.
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It goes back to when I was a kid.
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People would ask me what do you want to be when you grow up?
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And I would.
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I would be like, oh, I want to be a, I want to be a detective and a sniper, and uh, you know, like I would have a good list off like all of these different things and and, and I feel like I've I've done that, um, throughout my life which is learning, you know, photography, and leading design teams, but also leading development teams, and going to get like an html boot camp or going to like learn javascript or api, and as one of those that from the outside, in the traditional parent sort of manner, it feels very untethered and you don't know what you're doing.
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And but what's interesting is that as soon as I started sacklist, I now know all of these things and I'll do the video editing and I'll do the wireframes and I'll lead the website and then I'll also set up intercom and like, and just being able to do all these things almost sort of sets you up, you know, to be able to sort of run all of the different parts of the ship before you start handing them over to someone else.
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And I think, interestingly, I think the future of work is going to require more people with that entrepreneurial mindset, because I think, from our parents and grandparents perspective, you know, like my, I guess my, my grandparents would have worked in an environment where they would have had a company for life.
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You know, you go and you start in one company at the age of 18 and you're there all the way through.
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My parents generation would have had a career for for their whole life.
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Like you start on the bottom run and you work your way up, I guess I'm starting to be in a generation where you will have three or four careers throughout your entire life, like I was.
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I mean, weirdly, I was a dive instructor and then I was a designer and then I was a company owner and now I'm a VC and a coach.
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You know, and that's partly because, like, industries are getting disrupted at the speed of thought.
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Like you know, industries are getting disrupted every generation, every 10 or 20 years, and so for my generation, in order to stay doing something interesting, relevant, I have had to reinvent myself every 20 years or so.
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I think the next generation are probably going to be even more compacted.
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They're going to be having to reinvent themselves every five or six years.
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You know they're going to have to kind of get used really quickly to AI and have to adopt those tools.
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They.
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You know, if you're a designer now, I have no idea whether the industry of design will be in any way, shape or form where it will be, you know, in 10 years time.
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You know, I suspect that you know Gen AI will massively blow a big hole in a lot of industries, and so you have to have that person.
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You have to be that personality that finds a thing fascinating, will spend a bunch of time learning it but will also hold it loosely.
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I think this is not like me a lot of people who have a mindset that they're good at one thing and it's almost like a scary, risky nature to it.
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I can never let it go.
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And if you're that person, I could never let it go.
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You are right for disruption.
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Whereas a lot of the the younger, millennial, gen Z people I know like I give you an example, like you said it there, like I know a lot of people who if I say to them like I really need you to go and do a video, the natural response is I've never done that before, I don't know how to do it, I will have to go and hire an agency to do it and it will cost a ton of money.
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And then I go to a bunch of younger people and they'll go well, sure, I've never done it before, but how difficult can it be?
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I'll watch some YouTube videos, I'll experiment, I'll play and you know what?
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They might not be as good as the amazing agency, but they'll do it in a fraction of the time, at a fraction of the cost and it will be launched and live.
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And it's that fear that you need to get over, that fear of not knowing.
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But I think it's a web thing.
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I think, as a generation, there's a whole generation of people who were given iPhones, given tablets, given technology, just to figure this out.
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And there's another older generation that were given this technology and they were given a manual and a booklet and they were told that the only way you could work it out is by being taught.
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And get a certification.
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You need to prove that you have hit a certain level, and then we will allow you to go do this thing.
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Absolutely.
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I mean, there's nothing as low a value than a Microsoft certified engineer.
00:16:52.399 --> 00:17:00.254
in my book I'm sorry for anybody who's a Microsoft certified engineer listening to this, I totally get it.
00:17:00.254 --> 00:17:30.911
But I also, you know, when I started the interactive division at an agency in 2000, and the first project manager that I interviewed had just gotten out of school and she talked a lot about how she had two masters and had really focused on business and project management and things like that, and on the other side I had not graduated, I quit sort of junior year and I had sort of like already been dealing with the clients of, of you know, Home Depot and and NASCAR and all these sort of things, and in my mind it just sort of clicked.
00:17:30.951 --> 00:17:48.180
It's like but you haven't dealt, you haven't dealt with a client that is ornery or like, goes back on what they said from yesterday or whatever it is, and I think it's that sort of experience of just really digging in and like getting it under your skin, uh, versus someone saying you know you have, you have accomplished the test and this is actually why I really like the early web.
00:17:48.220 --> 00:17:55.386
You know, I like the first 10 years of my career because most of the people I met they didn't have um degrees in the subject.
00:17:55.386 --> 00:18:03.458
Because there were no degrees in the subject, like you know, back in the the early noughties, you didn't go and do a web design or an interaction design or a entrepreneurship course.
00:18:03.458 --> 00:18:18.074
Like you would figure this out yourself and I think now and so, like I've hired people that have had degrees, but I've never hired people in the tech space because of their degree, you know I'll hire people who can show gumption, they can show grit, they can.
00:18:18.375 --> 00:18:20.142
They can show that they can do the work.
00:18:20.142 --> 00:18:21.465
They can show examples of design.
00:18:21.465 --> 00:18:23.490
They can example examples of code.
00:18:23.490 --> 00:18:27.717
I want to you know, when I'm doing an interview, like I almost don't really look at their, their cv.
00:18:28.018 --> 00:18:38.548
I don't care whether you've been to princeton or whether you've done this course or that course right, like, show me the money, show me show me what you show me the figma, show me the github, like, if you show me those two things and you can talk and walk me through it, I'm all set.
00:18:38.548 --> 00:18:39.651
Let's, let's start working together.
00:18:39.671 --> 00:18:46.542
Yeah and I think in a way, actually I I'm going to counter some of the things I said before, because I do think that kind of sort of pioneering spirit has gone by the wayside a little bit.
00:18:46.542 --> 00:18:54.528
I do think hiring managers in big tech companies now they don't know what good looks like, so they hire based on do you have these, these brands?
00:18:54.528 --> 00:18:55.532
You have these logos?
00:18:55.532 --> 00:18:59.988
Were you a junior middle level designer in figma for three years and you jumped to airbnb?
00:19:00.509 --> 00:19:18.834
And I'm actually one of the challenge they have with, with a lot, lot of the founders that I work with, is that a lot of founders that I work with are makers themselves, they are business people or they just kind of like have an idea They've never hired a designer or they never hired an engineer, and so they often have to go for the same signals.
00:19:18.834 --> 00:19:26.351
It's like, oh, I'm really excited because I've landed this great hire from Meta, and that always kind of makes me feel a little bit, you know, kind of oh, I wonder what's going to happen.
00:19:26.351 --> 00:19:40.082
Not because designers and developers at Meta aren't amazing there are many that are but a lot of them are used to working in a really structured environment or slower paced or like things you can sort of take and you rely on the whole team and you're sort of one little part of it.
00:19:43.365 --> 00:19:44.429
They are often not building zero to one.
00:19:44.429 --> 00:19:48.667
They are often iterating on an existing system that's been there for 10 or 20 years From a designer's perspective.
00:19:48.667 --> 00:19:50.674
They're not building design from scratch.
00:19:50.674 --> 00:19:53.555
They're using a really well-established design system.
00:19:53.555 --> 00:20:00.376
They have a massive kind of brain trust of really experienced people they can call upon if things get stuck.
00:20:00.376 --> 00:20:01.578
And yeah, absolutely.
00:20:01.925 --> 00:20:06.368
I met a designer from a really big tech company who remained nameless.
00:20:06.368 --> 00:20:12.393
He was really frustrated, like andy, like I've been in this company for nine months and I've designed one set of logos, like.
00:20:12.393 --> 00:20:14.336
And I was like oh, wow, that's not much.
00:20:14.336 --> 00:20:15.548
And he's like I want to say one set.
00:20:15.548 --> 00:20:19.277
I mean like literally like four icons with a few variations.
00:20:19.277 --> 00:20:21.671
And he's basically saying like I spend a week designing them.
00:20:21.671 --> 00:20:24.638
I spend three months and going around to all the meetings pitching them.
00:20:24.638 --> 00:20:24.874
I get feedback.
00:20:24.874 --> 00:20:25.576
I then come back and spend a week designing them.
00:20:25.576 --> 00:20:26.313
I spend three months in going around to all the meetings pitching them.
00:20:26.313 --> 00:20:26.426
I get feedback.
00:20:26.426 --> 00:20:29.295
I then come back and spend another week designing them and do another three months.
00:20:29.315 --> 00:20:33.255
And he was like what am I going to say to any future employees, like employers?
00:20:33.255 --> 00:20:34.609
Like, what have you been doing for nine months?
00:20:34.609 --> 00:20:38.233
Well, I did this cool thumbs up icon and that's it.
00:20:38.233 --> 00:20:48.251
And you're, like you know, even if it used by billions and billions of people like you, really, really struggle to get volume and velocity.
00:20:48.251 --> 00:21:08.230
And so I really try and encourage, if you're hiring a first-time engineer, sorry, if you're hiring a founding engineer or founding designer or founding product manager, I much prefer people that have come from small startup background or have come from agency background, even because you're running really fast on limited resources, there there's no safety net, there's no one there telling you what to do and you're used to doing zero to one.
00:21:08.230 --> 00:21:15.156
I mean a lot of people that hire these amazing designers and developers and product people and they just they get stuck because there's no one directing them.
00:21:15.978 --> 00:21:25.468
Well, and I would also throw into that group, I would say, career freelancers, because I think this is actually where we're headed to, like you know, ben Huffman and what he's done with Contra, you know.
00:21:25.468 --> 00:21:31.011
I mean, fiverr and Upwork have been the sort of standard forever, and now Contra is, just like you know, gobbling up everything.
00:21:31.011 --> 00:21:34.555
And I love it because I love the interface, I love their design team, I love what they do.
00:21:34.555 --> 00:21:40.500
But what's really interesting is when you find a freelance designer that is, that does that full time.
00:21:40.500 --> 00:21:41.440
That is bread and butter.